Winter Garden › Oakland Area
The Oakland Area of Winter Garden
Known as one of the hidden gems of Florida, Oakland is surrounded by moss-draped oak trees and found on the shores of Lake Apopka. It's a naturally beautiful area of Winter Garden boasting waterfront properties within a serene setting nestled in the Northwestern area of Winter Garden just before Clermont off Hwy 50 in West Orange County.
The Oakland Nature Preserve
One of the best attractions found in Oakland is the Oakland Nature Preserve. Since 1999, this preserve has been providing education to visitors about the native flora and fauna, while providing conservation efforts for the area land. Its open year-round and there's no charge to enjoy the preserve. 
The Nature Preserve provides plenty of fun with 128 acres of space for environmental education and recreation. It's a popular spot for field trips and summer camps. Many visitors come for the guided tours, hiking trails and special events.
The Boardwalk also attracts many visitors. It's the most popular trail on the preserve and takes you through shaded wetlands to a covered pavilion with views of Lake Apopka. Interpretive signage is found throughout to identify trees and plants. Often, you will spot turtles, alligators and wading birds from the Boardwalk.
Lake Apopka
Another huge part of the culture and recreation of Oakland, Florida is Lake Apopka. It's the second largest lake in the entire state and used to be known as the bass fishing capital of the entire southern United States. The lake is fed by a natural spring and covers about 30,800 acres of surface area.
The Oakland Heritage Festival
One of the largest and most popular events held annually in Oakland is the Heritage Festival. This festival provides plenty of fun with more than 2,000 attendees and over 50 vendors every year. It's held at Speer Park in Oakland and helps to support the Oakland Nature Preserve.
Those attending the event get to enjoy hayride tours, a silent auction, boat tours, live music, a number of great speakers, a petting zoo and so much more. There are crafts and activities specifically for children and even some of the more exotic animals on hand. The festival is held in October every year.
Oakland Avenue Charter School
Along with the beautiful nature of the area, Oakland, Florida is home to a 700-student charter elementary school. This school provides a choice for residents with school-aged children outside of the public schools serving the community.
Real Estate in Oakland
A variety of housing options are found in Oakland with homes ranging from about $200K up to more than $1 million. The area does have some undeveloped land for those looking to create a new construction home and there are plenty of waterfront homes and lots available, as well.
Some of the finer waterfront estates provide incredible views of Lake Apopka and may even provide private docks. Oakland attracts a variety of home buyers due to the range of options and prices.
Neighborhoods in the Oakland Area include:
Oakland Florida Homes for Sale
Pre-Construction. To be built. Available built to suit
- Tucker Oaks SubDv.
- 34787 Zip Code
COMMERCIAL 5 (+-) ACRES DIRECT HWY 50 FRONTAGE. SEE SURVEY IN PHOTOS, HIGH TRAFFIC AREA WITH RED LIGHT AND ROAD ON EACH SIDE. GROWTH AREA WITH MANY OPPORTUNITIES, FUTUR...
- 34787 Zip Code
Rare Developable Land on Johns Lake in Oakland FL. There are Two Contiguous Parcels included in this listing; Parcel A is 2.83 acres/110,518 SF and Parcel B is 4.89 acre...
- 34787 Zip Code
PRIME LOCATION HWY 50 FRONTAGE. This C-1 Zoned 3.52 +/- acres is right near the border of booming Winter Garden (population 48,000) and just East of Clermont (population ...
- 34760 Zip Code
Luxury GATED LAKEFRONT community of Deer Island offers 1+ acre estate homes, panoramic views of Johns Lake and unrivaled privacy. This 1.06-acre single level home is an E...
- 5 Beds
- 4 Baths
- Deer Island SubDv.
- 34787 Zip Code
Under Construction. Homeowner is offering this brand new Oakland Park custom home under construction for sale. This 4340 SF J&J Building home is a traditional front porch...
- 5 Beds
- 4.5 Baths
- Oakland Park Unit 6b-2 SubDv.
- 34787 Zip Code
Luxury lakefront! Boasting spectacular sunset views on desirable Johns Lake. Home boosts an abundance of natural light. This immaculate home is fully renovated and move-i...
- 5 Beds
- 3 Baths
- Johns Cove 43/104 SubDv.
- 34787 Zip Code
INCOME PRODUCING LAKEFRONT mobile home park with a on site BAR located in Winter Garden (Killarney), Florida! Property consists of nine park owned mobile homes and two wo...
- 34787 Zip Code
Under Construction. Lake Apopka Sound presents the Westbrook, available to build in Winter Garden, Florida. This two-story Emerald Home contains elevated designs, elegant...
- 4 Beds
- 3.5 Baths
- Lake Apopka Sound SubDv.
- 34787 Zip Code
Check Virtual Tour 1. This immaculate, LAKEFRONT home in Oakland is waiting to take your breath away! Nestled on Hull Island with gorgeous views of Lake Apopka, this home...
- 5 Beds
- 4.5 Baths
- Hull Island At Oakland SubDv.
- 34787 Zip Code
Under Construction. Lake Apopka Sound presents the North Haven, available to build in Winter Garden, Florida. This two-story Emerald Home contains elevated designs, elega...
- 5 Beds
- 3.5 Baths
- Lake Apopka Sound SubDv.
- 34787 Zip Code
Under Construction. Lake Front home under construction! Stunning Kallan floor plan located in the highly sought after community of Lake Apopka Sound. This beautiful home...
- 5 Beds
- 4.5 Baths
- Lake Apopka Sound SubDv.
- 34787 Zip Code
Under Construction. Lake Front home under construction! Stunning Selden floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are ov...
- 4 Beds
- 3.5 Baths
- Lake Apopka Sound SubDv.
- 34787 Zip Code
PRIME LOCATION. Commercial Land is Clear and Ready for Immediate buildout. Next to Busy 7-11. Right off Highway of Turnpike! This C-1 Zoned 1.02 acres is right near the...
- Remington Plaza SubDv.
- 34787 Zip Code
OAKLAND PARK, one of the most highly sought after neighborhoods in Winter Garden! Hop on your GOLF CART or bike and cruise into downtown where you can enjoy outdoor dini...
- 3 Beds
- 2.5 Baths
- Oakland Park SubDv.
- 34787 Zip Code
Prepare to be impressed with this NEWLY built PARK-FRONT home with partial WATER views! The Sunset model is a neighborhood favorite for its oversized kitchen and spaciou...
- 4 Beds
- 2.5 Baths
- Oakland Park SubDv.
- 34787 Zip Code
SELLER FINANCING AVAILABLE. No qualifying & No credit check! Minimal paperwork & quick closing! SELLER FINANCING TERMS: $220,000 DOWN, FINANCING $600,000 AT 4.75% AMORTIZ...
- 5 Beds
- 4 Baths
- John's Landing SubDv.
- 34787 Zip Code
Move in Ready and a Fresh Look... New exterior paint, interior wall, trim and door paint, new front, back and side yard tropical landscape and sod. Nestled amongst the m...
- 4 Beds
- 3.5 Baths
- Winters Landing SubDv.
- 34787 Zip Code
4 bed 2.5 bath David Weekly home in the sought after parade of homes community of Oakland Park. Just steps away from the Resort style Community Pool, clubhouse and Trail....
- 4 Beds
- 2.5 Baths
- Oakland Park SubDv.
- 34787 Zip Code
RARE OPPORTUNITY! THE ONLY SINGLE STORY HOME AVAILABLE IN THE HIGHLY DESIRED COMMUNITY OF OAKLAND PARK, JUST A GOLF CART RIDE FROM DOWNTOWN WINTER GARDEN OR STEPS FROM T...
- 3 Beds
- 2 Baths
- Oakland Parka SubDv.
- 34787 Zip Code
Under Construction. Welcome to the charming, storybook community of Oakland Park! This Florida Vernacular home features stunning structural upgrades, including 8' doors...
- 4 Beds
- 3 Baths
- Oakland Park SubDv.
- 34787 Zip Code
ENJOY THIS SUMMER IN YOUR NEW HOME! Oakland Park is the perfect blend of old Florida’s nature and architectural charm. No matter where you are, you are not far from a p...
- 3 Beds
- 2.5 Baths
- Oakland Park SubDv.
- 34787 Zip Code
Your search is over! This gorgeous home is equipped with a large, open concept 1st floor. The gourmet kitchen boasts stainless steel appliances and a large island. St...
- 3 Beds
- 2.5 Baths
- Oakland Park SubDv.
- 34787 Zip Code
John's Cove is a small, gated, waterfront community tucked in one of the best commuter locations in Central Florida. Minutes to the gentrified and wildly popular downtown...
- 4 Beds
- 3 Baths
- Johns Cove 43/104 SubDv.
- 34787 Zip Code
Large 4 Bedroom 2 Bathroom 3-way split floor plan with an Office and a 2 car Garage. Exclusively located in a gated community with easy access to Florida's Turnpike, 408,...
- 4 Beds
- 2 Baths
- Johns Cove 43/104 SubDv.
- 34787 Zip Code
This inviting home is Situated on a cul-de-sac in the amazing community of Longleaf at Oakland and located across from Oakland Nature Preserve. It's conveniently located ...
- 4 Beds
- 3 Baths
- Longleaf/Oakland Rep SubDv.
- 34760 Zip Code
Beautiful oversized corner lot in charming Oakland. Nice open floor plan. Workshop is in the Garage and offers tons of storage. There is no HOA, so bring your boats and R...
- 3 Beds
- 2 Baths
- Oakland Town SubDv.
- 34760 Zip Code
Exclusive Deer Island Waterfront Homesite with Private Boat Dock Capability! Price Reduced! Welcome to the prestigious Deer Island community, an exclusive gated enclav...
- Deer Island SubDv.
- 34787 Zip Code
Huge residential lot in desirable Winter Garden. Lot is located in a quiet unpaved road with a ranch type home as your only neighbor. Back part of lot overlooks virgin wo...
- Acreage SubDv.
- 34787 Zip Code
PRICE IMPROVEMENT!! Don't let this amazing opportunity pass you by! Your chance to build a dream house on this quiet and very desirable lot in the town of Oakland. Walki...
- Oakland Town SubDv.
- 34760 Zip Code
This is a group of 3 lots for sale; they can all be purchased or sold individually. They're side by side. The lots have canal access to Lake Apopka. They will need to be ...
- 34787 Zip Code
This is a group of 3 lots for sale; they can all be purchased or sold individually. They're side by side. The lots have canal access to Lake Apopka. They will need to be ...
- 34787 Zip Code
This is a group of 3 lots for sale; they can all be purchased or sold individually. They're side by side. The lots have canal access to Lake Apopka. They will need to be ...
- 34787 Zip Code
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Downtown Winter Garden Area Neighborhoods
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